Yugi beats Kanto Ash (Millenium Puzzle pretty much literally gives him the power of plot convenience)
Judai/Jaden beats Johto Ash (Spirit World bullshit plus Super Polymerization working on things outside the card game)
Hoenn Ash beats Yusei (Clear Mind is just advanced autism, and Pokemon can outspeed motorcycles; if it was a fistfight between the two, Yusei could CQC him though)
Sinnoh Ash beats Yuma (Zexal Mode only helps in card games, unlike past series' protags' abilities)
Yuya beats Unova Ash (Solid Vision + Action Duel rules allow his monsters to effectively work as Pokemon; Pendulum Summon pre-MR4 gives him a constant onslaught; if he goes Z-Arc, he'd probably try to kill Ash as a circus trick)
Kalos Ash beats Yusaku outside of Link Vrains, and loses inside Link Vrains (All of Yusaku's abilities tie into computers, so Ash would have an advantage in meatspace)
We haven't seen enough of Yuga to compare him to Alola Ash.